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Hydrochloric Acid → Methyl 2-(2-hydroxyphenyl)butanoate

HRID 1034293
ノート
印刷プレビュー

反応式

HRID 1034293 の反応式
[CH:1](NC(C)C)(C)[CH3:2].[Li]CCCC.C[Si](C)(C)[O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH2:22][C:23]([O:25][CH3:26])=[O:24].C(I)C.Cl>C1COCC1.CCCCCC>[OH:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH:22]([CH2:1][CH3:2])[C:23]([O:25][CH3:26])=[O:24]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 6340IodoethaneHCID 7912DiisopropylamineHCID 24754724Methyl (2-trimethylsilyloxyphenyl)acetateHCID 178418339Butyllithium

生成物 1

HCID 19023711Methyl 2-(2-hydroxyphenyl)butanoate

試薬・触媒・溶媒 2

HCID 8028
Tetrahydrofuran
溶媒
2 回
HCID 8058Hexane溶媒

反応条件

温度
0 °C

実験手順

To a solution of diisopropylamine (0.46 mL) in THF (3 mL) at 0° C. was added 1.6M BuLi in hexane (2.01 mL). After stirring for 30 minutes at 0° C., 2.74 mL of this solution was added to a solution of methyl (2-trimethylsilyloxyphenyl)acetate from Step 1, (357 mg) in THF (5 mL) at 0° C. After 20 minutes, ethyl iodide (0.144 mL) was added and the mixture was stirred for 18 hours at r.t. Then, 2 mL of 1N HCl was added and the resulting mixture was stirred for 30 minutes, extracted with EtOAc, washed twice with brine, dried over MgSO4, filtered, and evaporated to dryness, giving the title compound.

後処理

  1. waitAfter 20 minutes
  2. stirringthe mixture was stirred for 18 hours at r.t
  3. stirringthe resulting mixture was stirred for 30 minutes
  4. extractionextracted with EtOAc
  5. washwashed twice with brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. customevaporated to dryness

出典と根拠

ORDレコード
ord-7b8203c7ce654298bd406dd5e817d57a
出典データセット
uspto-grants-1994_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05314900

反応ノート

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